Explorations of the indenofluorenes and expanded quinoidal analogues

CK Frederickson, BD Rose… - Accounts of Chemical …, 2017 - ACS Publications
Conspectus Highly conjugated hydrocarbons have attracted interest for use as active
materials in electronic devices such as organic field effect transistors (OFET) and organic …

Learning how to fine‐tune diradical properties by structure refinement

JJ Dressler, MM Haley - Journal of Physical Organic Chemistry, 2020 - Wiley Online Library
The literature has seen a large increase in the number of new carbon‐based organic
diradicals/diradicaloids in recent years. While a plethora of new and exciting structures have …

Tetra‐tert‐butyl‐s‐indacene is a Bond‐Localized C2h Structure and a Challenge for Computational Chemistry

LJ Karas, S Jalife, RV Viesser… - Angewandte Chemie …, 2023 - Wiley Online Library
Whether tetra‐tert‐butyl‐s‐indacene is a symmetric D2h structure or a bond‐alternating C2h
structure remains a standing puzzle. Close agreement between experimental and computed …

Thiophene and its sulfur inhibit indenoindenodibenzothiophene diradicals from low-energy lying thermal triplets

JJ Dressler, M Teraoka, GL Espejo, R Kishi… - Nature Chemistry, 2018 - nature.com
Many qualitative structure–property correlations between diradical character and emerging
molecular properties are known. For example, the increase of diradical character further …

Modulating paratropicity strength in diareno-fused antiaromatics

CK Frederickson, LN Zakharov… - Journal of the American …, 2016 - ACS Publications
Understanding and controlling the electronic structure of molecules is crucial when
designing and optimizing new organic semiconductor materials. We report the …

Antiaromatic Dicyclopenta[b,g]/[a,f]naphthalene Isomers Showing an Open-Shell Singlet Ground State with Tunable Diradical Character

T Xu, Y Han, Z Shen, X Hou, Q Jiang… - Journal of the …, 2021 - ACS Publications
Since the first isolation of 1, 3, 5, 7-tetra-tert-butyl-s-indacene in 1986, core-expanded s-and
as-indacenes have attracted intensive interest. However, there is no reported synthesis of …

BODIPY‐based semiconducting materials for organic bulk heterojunction photovoltaics and thin‐film transistors

D Ho, R Ozdemir, H Kim, T Earmme, H Usta… - …, 2019 - Wiley Online Library
The rapid emergence of organic (opto) electronics as a promising alternative to conventional
(opto) electronics has been achieved through the design and development of novel π …

s-Indacene Revisited: Modular Synthesis and Modulation of Structures and Molecular Orbitals of Hexaaryl Derivatives

SJ Jhang, J Pandidurai, CP Chu… - Journal of the …, 2023 - ACS Publications
Though s-indacene is an intriguing antiaromatic hydrocarbon of 12 π-electrons, it has been
underrepresented due to the lack of efficient and versatile methods to prepare stable …

Design and synthesis of high performance π-conjugated materials through antiaromaticity and quinoid strategy for organic field-effect transistors

Y Sun, Y Guo, Y Liu - Materials Science and Engineering: R: Reports, 2019 - Elsevier
Organic field-effect transistors (OFETs) have received significant interest due to potential
applications from low-cost active circuit to wearable health care devices. Organic …

Synthesis of the Unknown Indeno[1,2‐a]fluorene Regioisomer: Crystallographic Characterization of Its Dianion

JJ Dressler, Z Zhou, JL Marshall, R Kishi… - Angewandte …, 2017 - Wiley Online Library
Of the five possible indenofluorene regioisomers, examples of a fully conjugated indeno [1,
2‐a] fluorene scaffold have so far remained elusive. This work reports the preparation and …